The Windward Regional Tournament is a regional tournament for the state of Hawaii. It is one of several regional tournaments on the island of Oahu, along with the Leeward Community College Regional. Additionally, it is the only one in the state of Hawaii that is not hosted by a University of Hawaii campus - it is instead hosted by James B. Castle High School in Kaneohe, Hawaii. The tournament was not held for the 2018 or 2019 seasons, but it made a return for 2020.